HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (3R,5R)-5-(3-fluorophenyl)pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (2R,4R)-tert-butyl 2-(3-fluorophenyl)-4-hydroxypyrrolidine-1-carboxylate | HCID 66685055 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3R,5R)-5-(3-fluorophenyl)pyrrolidin-3-ol | HCID 67330070 | — |
Reaction Steps
To a solution of (2R,4R)-tert-butyl 2-(3-fluorophenyl)-4-hydroxypyrrolidine-1-carboxylate (I-4) (890 mg, 3.14 mmol) in DCM (5 mL) at room temperature was added TFA (5 mL). The mixture was stirred at room temperature for 2 hours then concentrated to dryness. The crude was diluted with EtOAc, washed with aqueous NaHCO3 and brine, dried over sodium sulfate, filtered and concentrated to yield (3R,5R)-5-(3-fluorophenyl)pyrrolidin-3-ol (I-32), which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102671B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-144fb290f49d4df6b425936a87562bc5 |
| Source note | uspto-grants-2015_08 |